data_RP2 # _chem_comp.id RP2 _chem_comp.name ;(2R,4aR,6R,7R,7aS)-6-(6-amino-8-bromo-9H-purin-9-yl)tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol 2-sulfide ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H11 Br N5 O5 P S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "8-Bromoadenosine-3',5'-cyclic monophosphorothioate" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-11-21 _chem_comp.pdbx_modified_date 2020-06-17 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 424.168 _chem_comp.one_letter_code ? _chem_comp.three_letter_code RP2 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3PLQ _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal RP2 P P P 0 1 N N R 9.580 26.241 -5.499 -4.180 -0.171 0.258 P RP2 1 RP2 BR BR BR 0 0 N N N 7.083 18.856 -7.742 0.647 2.276 0.115 BR RP2 2 RP2 N1 N1 N 0 1 Y N N 12.985 20.931 -8.751 5.623 -1.639 0.062 N1 RP2 3 RP2 C2 C2 C 0 1 Y N N 12.440 22.066 -8.228 4.714 -2.531 -0.285 C2 RP2 4 RP2 N3 N3 N 0 1 Y N N 11.166 22.224 -7.817 3.441 -2.226 -0.425 N3 RP2 5 RP2 C4 C4 C 0 1 Y N N 10.391 21.062 -7.976 3.016 -0.984 -0.219 C4 RP2 6 RP2 C5 C5 C 0 1 Y N N 10.806 19.845 -8.494 3.945 0.003 0.152 C5 RP2 7 RP2 C6 C6 C 0 1 Y N N 12.188 19.799 -8.892 5.292 -0.372 0.289 C6 RP2 8 RP2 N6 N6 N 0 1 N N N 12.745 18.732 -9.402 6.252 0.556 0.653 N6 RP2 9 RP2 N7 N7 N 0 1 Y N N 9.759 18.924 -8.493 3.260 1.163 0.297 N7 RP2 10 RP2 C8 C8 C 0 1 Y N N 8.729 19.602 -7.977 1.999 0.956 0.044 C8 RP2 11 RP2 N9 N9 N 0 1 Y N N 9.058 20.884 -7.648 1.798 -0.354 -0.279 N9 RP2 12 RP2 "C1'" "C1'" C 0 1 N N R 8.108 21.843 -7.064 0.518 -0.974 -0.627 "C1'" RP2 13 RP2 S1P S1P S 0 1 N N N 9.188 27.464 -4.232 -5.595 -1.384 0.291 S1P RP2 14 RP2 "C2'" "C2'" C 0 1 N N R 8.482 22.398 -5.675 -0.339 -1.167 0.650 "C2'" RP2 15 RP2 "O2'" "O2'" O 0 1 N N N 7.395 22.458 -4.780 -0.705 -2.539 0.808 "O2'" RP2 16 RP2 O2P O2P O 0 1 N N N 11.003 26.097 -5.916 -4.525 1.102 1.181 O2P RP2 17 RP2 "C3'" "C3'" C 0 1 N N S 9.092 23.752 -6.004 -1.578 -0.305 0.376 "C3'" RP2 18 RP2 "O3'" "O3'" O 0 1 N N N 8.945 24.826 -5.091 -2.816 -0.891 0.790 "O3'" RP2 19 RP2 "C4'" "C4'" C 0 1 N N R 8.208 24.131 -7.184 -1.598 -0.302 -1.176 "C4'" RP2 20 RP2 "O4'" "O4'" O 0 1 N N N 8.071 22.926 -7.965 -0.228 -0.104 -1.514 "O4'" RP2 21 RP2 "C5'" "C5'" C 0 1 N N N 8.594 25.405 -7.851 -2.576 0.756 -1.657 "C5'" RP2 22 RP2 "O5'" "O5'" O 0 1 N N N 8.690 26.488 -6.837 -3.897 0.310 -1.267 "O5'" RP2 23 RP2 H2 H2 H 0 1 N N N 13.092 22.922 -8.134 5.026 -3.550 -0.461 H2 RP2 24 RP2 HN6 HN6 H 0 1 N N N 13.703 18.925 -9.615 7.179 0.285 0.745 HN6 RP2 25 RP2 HN6A HN6A H 0 0 N N N 12.695 17.982 -8.742 5.998 1.478 0.817 HN6A RP2 26 RP2 "H1'" "H1'" H 0 1 N N N 7.154 21.316 -6.914 0.690 -1.938 -1.107 "H1'" RP2 27 RP2 "H2'" "H2'" H 0 1 N N N 9.179 21.747 -5.127 0.196 -0.808 1.529 "H2'" RP2 28 RP2 "HO2'" "HO2'" H 0 0 N N N 7.689 22.807 -3.947 0.047 -3.137 0.912 "HO2'" RP2 29 RP2 HO2P HO2P H 0 0 N N N 11.540 26.708 -5.426 -5.316 1.585 0.905 HO2P RP2 30 RP2 "H3'" "H3'" H 0 1 N N N 10.182 23.635 -6.090 -1.461 0.698 0.788 "H3'" RP2 31 RP2 "H4'" "H4'" H 0 1 N N N 7.194 24.442 -6.892 -1.926 -1.277 -1.538 "H4'" RP2 32 RP2 "H5'" "H5'" H 0 1 N N N 9.568 25.279 -8.346 -2.352 1.713 -1.185 "H5'" RP2 33 RP2 "H5'A" "H5'A" H 0 0 N N N 7.834 25.671 -8.600 -2.520 0.851 -2.741 "H5'A" RP2 34 # # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal RP2 P S1P DOUB N N 1 RP2 P O2P SING N N 2 RP2 P "O3'" SING N N 3 RP2 P "O5'" SING N N 4 RP2 BR C8 SING N N 5 RP2 N1 C2 DOUB Y N 6 RP2 N1 C6 SING Y N 7 RP2 C2 N3 SING Y N 8 RP2 N3 C4 DOUB Y N 9 RP2 C4 C5 SING Y N 10 RP2 C4 N9 SING Y N 11 RP2 C5 C6 DOUB Y N 12 RP2 C5 N7 SING Y N 13 RP2 C6 N6 SING N N 14 RP2 N7 C8 DOUB Y N 15 RP2 C8 N9 SING Y N 16 RP2 N9 "C1'" SING N N 17 RP2 "C1'" "C2'" SING N N 18 RP2 "C1'" "O4'" SING N N 19 RP2 "C2'" "O2'" SING N N 20 RP2 "C2'" "C3'" SING N N 21 RP2 "C3'" "O3'" SING N N 22 RP2 "C3'" "C4'" SING N N 23 RP2 "C4'" "O4'" SING N N 24 RP2 "C4'" "C5'" SING N N 25 RP2 "C5'" "O5'" SING N N 26 RP2 C2 H2 SING N N 27 RP2 N6 HN6 SING N N 28 RP2 N6 HN6A SING N N 29 RP2 "C1'" "H1'" SING N N 30 RP2 "C2'" "H2'" SING N N 31 RP2 "O2'" "HO2'" SING N N 32 RP2 O2P HO2P SING N N 33 RP2 "C3'" "H3'" SING N N 34 RP2 "C4'" "H4'" SING N N 35 RP2 "C5'" "H5'" SING N N 36 RP2 "C5'" "H5'A" SING N N 37 # # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor RP2 SMILES ACDLabs 12.01 "Brc2nc1c(ncnc1n2C4OC3COP(=S)(OC3C4O)O)N" RP2 SMILES_CANONICAL CACTVS 3.370 "Nc1ncnc2n([C@@H]3O[C@@H]4CO[P@@](O)(=S)O[C@H]4[C@H]3O)c(Br)nc12" RP2 SMILES CACTVS 3.370 "Nc1ncnc2n([CH]3O[CH]4CO[P](O)(=S)O[CH]4[CH]3O)c(Br)nc12" RP2 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)n(c(n2)Br)[C@H]3[C@@H]([C@H]4[C@H](O3)CO[P@@](=S)(O4)O)O)N" RP2 SMILES "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)n(c(n2)Br)C3C(C4C(O3)COP(=S)(O4)O)O)N" RP2 InChI InChI 1.03 "InChI=1S/C10H11BrN5O5PS/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-5(17)6-3(20-9)1-19-22(18,23)21-6/h2-3,5-6,9,17H,1H2,(H,18,23)(H2,12,13,14)/t3-,5-,6-,9-,22-/m1/s1" RP2 InChIKey InChI 1.03 RBORURQQJIQWBS-KVBUDSETSA-N # # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier RP2 "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,4aR,6R,7R,7aS)-6-(6-amino-8-bromo-9H-purin-9-yl)tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol 2-sulfide" RP2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(1S,3R,6R,8R,9R)-8-(6-azanyl-8-bromo-purin-9-yl)-3-hydroxy-3-sulfanylidene-2,4,7-trioxa-3$l^{5}-phosphabicyclo[4.3.0]nonan-9-ol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site RP2 "Create component" 2010-11-21 PDBJ RP2 "Modify aromatic_flag" 2011-06-04 RCSB RP2 "Modify descriptor" 2011-06-04 RCSB RP2 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id RP2 _pdbx_chem_comp_synonyms.name "8-Bromoadenosine-3',5'-cyclic monophosphorothioate" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##